(4Z)-4-[(4-Chloro­anilino)(phen­yl)methyl­ene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one

The title compound, C(23)H(18)ClN(3)O, was synthesized by the reaction of 4-chloro­aniline and 4-benzoyl-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one. The terminal benzene rings are twisted at dihedral angles of 48.3 (2), 71.4 (2) and 36.1 (2)° with respect to the central eight-atom methyl­pyrazolone/amin...

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Detalles Bibliográficos
Autores principales: Chi, Xiaodong, Xiao, Jing, Yin, Yuhong, Xia, Min
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980146/
https://www.ncbi.nlm.nih.gov/pubmed/21580130
http://dx.doi.org/10.1107/S1600536809054816
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author Chi, Xiaodong
Xiao, Jing
Yin, Yuhong
Xia, Min
author_facet Chi, Xiaodong
Xiao, Jing
Yin, Yuhong
Xia, Min
author_sort Chi, Xiaodong
collection PubMed
description The title compound, C(23)H(18)ClN(3)O, was synthesized by the reaction of 4-chloro­aniline and 4-benzoyl-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one. The terminal benzene rings are twisted at dihedral angles of 48.3 (2), 71.4 (2) and 36.1 (2)° with respect to the central eight-atom methyl­pyrazolone/amino­methyl­ene unit. An intra­molecular N—H⋯O hydrogen bond stabilizes the planar conformation [mean deviation = 0.0398 (5) Å] of the central unit, generating an S(6) ring motif. The crystal packing is stabilized by van der Waals forces.
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spelling pubmed-29801462010-12-30 (4Z)-4-[(4-Chloro­anilino)(phen­yl)methyl­ene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one Chi, Xiaodong Xiao, Jing Yin, Yuhong Xia, Min Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(23)H(18)ClN(3)O, was synthesized by the reaction of 4-chloro­aniline and 4-benzoyl-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one. The terminal benzene rings are twisted at dihedral angles of 48.3 (2), 71.4 (2) and 36.1 (2)° with respect to the central eight-atom methyl­pyrazolone/amino­methyl­ene unit. An intra­molecular N—H⋯O hydrogen bond stabilizes the planar conformation [mean deviation = 0.0398 (5) Å] of the central unit, generating an S(6) ring motif. The crystal packing is stabilized by van der Waals forces. International Union of Crystallography 2009-12-24 /pmc/articles/PMC2980146/ /pubmed/21580130 http://dx.doi.org/10.1107/S1600536809054816 Text en © Chi et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Chi, Xiaodong
Xiao, Jing
Yin, Yuhong
Xia, Min
(4Z)-4-[(4-Chloro­anilino)(phen­yl)methyl­ene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one
title (4Z)-4-[(4-Chloro­anilino)(phen­yl)methyl­ene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one
title_full (4Z)-4-[(4-Chloro­anilino)(phen­yl)methyl­ene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one
title_fullStr (4Z)-4-[(4-Chloro­anilino)(phen­yl)methyl­ene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one
title_full_unstemmed (4Z)-4-[(4-Chloro­anilino)(phen­yl)methyl­ene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one
title_short (4Z)-4-[(4-Chloro­anilino)(phen­yl)methyl­ene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one
title_sort (4z)-4-[(4-chloro­anilino)(phen­yl)methyl­ene]-3-methyl-1-phenyl-1h-pyrazol-5(4h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980146/
https://www.ncbi.nlm.nih.gov/pubmed/21580130
http://dx.doi.org/10.1107/S1600536809054816
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AT xiaojing 4z44chloroanilinophenylmethylene3methyl1phenyl1hpyrazol54hone
AT yinyuhong 4z44chloroanilinophenylmethylene3methyl1phenyl1hpyrazol54hone
AT xiamin 4z44chloroanilinophenylmethylene3methyl1phenyl1hpyrazol54hone

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